I bought a condo in Williamsburg, Brooklyn in 2011 which I used as my primary residence up until this year.

I currently live in Baltimore with my wife, baby and dog.I purchased my first home as a primary residence in the Canton neighborhood of Baltimore in 2012.

., about 2 hrs from where I reside, but in another state (CT). 

In the future when I wish to purchase another property as a personal residence or investment, what is the most efficient way to do that?  

80% is max cash out for a primary residence.

The two car garage would be for primary residence leaving a one car garage for upstairs rental unit of approximately 900 sf. 

If you already own the home you live in, then you can only use a FHA loan for a new property if you:1. are moving because of a work-related transfer2. an increase in family size requires a larger homedirect quote:“FHA will not insure more than one Property as a Principal Residence for any Borrower, except as noted below.

I had a buddy lose a place because he didn't factor this stuff in.I think you're right with your analysis.

My father is down sizing and is in the process of buying a new home as his place of residence. 

I have already purchased my first primary residence using a first time FHA loan so that wouldn't b an option.